Evidence map›Paper›PMID 24828120›Full record

ArticleChemMedChem2014

3-Aminoazetidin-2-one derivatives as N-acylethanolamine acid amidase (NAAA) inhibitors suitable for systemic administration.

Annalisa Fiasella, Andrea Nuzzi, Maria Summa, Andrea Armirotti, Glauco Tarozzo, Giorgio Tarzia, Marco Mor, Fabio Bertozzi, Tiziano Bandiera, Daniele Piomelli

Open access · greenAbstract read
In one paragraph

Article in ChemMedChem, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.

0numbers the graph read from it
0cells of the map it votes in
9citing papers in PubMed
3.7field-weighted citation impact, top 8% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

9 citing papers in PubMed, 27 citations in OpenAlex.

  1. Article
  2. Article
  3. Review
  4. Molecular mechanism of activation of the immunoregulatory amidase NAAA.Proceedings of the National Academy of Sciences of the United States of America · 2018
    Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

10 authors at 3 institutions in 2 countries.

Annalisa FiasellaDrug Discovery and Development, Istituto Italiano di Tecnologia, Via Morego 30, 16163 Genova (Italy), Fax: (+39) 010-71781228.
Andrea Nuzzi
Maria Summa
Andrea Armirotti
Glauco Tarozzo
Giorgio Tarzia
Marco Mor
Fabio Bertozzi
Tiziano Bandiera
Daniele Piomelli
Italian Institute of Technology · ITUniversity of Parma · ITUniversity of Urbino · IT

Funding

Characterization of Anandamide Transport in BrainR01DA012413 · NIDA · UNIVERSITY OF CALIFORNIA-IRVINE · PI PIOMELLI, DANIELE · 1998 to 2016
$4.7M
NIDA NIH HHS R01 DA012413NIDA NIH HHS R01-DA-012413
6 · The paper itself

Abstract

N-Acylethanolamine acid amidase (NAAA) is a cysteine hydrolase that catalyzes the hydrolysis of endogenous lipid mediators such as palmitoylethanolamide (PEA). PEA has been shown to exert anti-inflammatory and antinociceptive effects in animals by engaging peroxisome proliferator-activated receptor α (PPAR-α). Thus, preventing PEA degradation by inhibiting NAAA may provide a novel approach for the treatment of pain and inflammatory states. Recently, 3-aminooxetan-2-one compounds were identified as a class of highly potent NAAA inhibitors. The utility of these compounds is limited, however, by their low chemical and plasma stabilities. In the present study, we synthesized and tested a series of N-(2-oxoazetidin-3-yl)amides as a novel class of NAAA inhibitors with good potency and improved physicochemical properties, suitable for systemic administration. Moreover, we elucidated the main structural features of 3-aminoazetidin-2-one derivatives that are critical for NAAA inhibition.

Indexed as

AmidohydrolasesAnimalsAzetidinesEnzyme InhibitorsHalf-LifeHumansMiceProtein BindingRatsStructure-Activity Relationship2-azetidinoneAmidohydrolasesAzetidinesEnzyme InhibitorsNAAA protein, humancysteine hydrolaseinhibitorsN-acylethanolamine acid amidasestructure-activity relationshipsβ-lactams

Identifiers

PMID24828120
PMCPMC4224963
OpenAlexW2058059779

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.